Boron tribromide → HCID 44608379, 화합물

HRID 1943682노트

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HRID 1943682 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([C:10]([N:12]2[CH2:17][CH2:16][O:15][C:14]3[CH:18]=[CH:19][N:20]=[CH:21][C:13]2=3)=[O:11])[CH:5]=[CH:6][C:7]=1[O:8]C.B(Br)(Br)Br>ClCCl.CCCCCC>[Cl:1][C:2]1[CH:3]=[C:4]([C:10]([N:12]2[CH2:17][CH2:16][O:15][C:14]3[CH:18]=[CH:19][N:20]=[CH:21][C:13]2=3)=[O:11])[CH:5]=[CH:6][C:7]=1[OH:8]

참가 물질

5

반응물 2

HCID 25134Boron tribromideHCID 66936357(3-Chloro-4-methoxy-phenyl)-(2,3-dihydro-pyrido[4,3-b][1,4]oxazin-4-yl)-methanone

생성물 1

HCID 44608379HCID 44608379, 화합물수율 38%

시약·촉매·용매 2

HCID 6344Dichloromethane용매2회HCID 8058Hexane용매

실험 절차

In a 25 ml flask, (3-chloro-4-methoxy-phenyl)-(2,3-dihydro-pyrido[4,3-b][1,4]oxazin-4-yl)-methanone (223 mg, 0.73 mmol) was dissolved in dichloromethane, and the mixture was cooled to 0□. 1.0M Boron tribromide dissolved in dichloromethane (3.65 ml, 3.65 mmol) was added thereto and stirred at room temperature for 16 hours. n-hexane solvent was added thereto and the formed solid was filtered. The resulting solid was dissolved in methanol and concentrated. After adding and dissolving in water, the mixture was adjusted to pH 6 with saturated solution of sodium hydrogen carbonate and then extracted with dichloromethane. The combined organic layer was dried over anhydrous sodium sulfate (Na2SO4), filtered and evaporated under reduced pressure. The residue was recrystallized from dichloromethane and n-hexane to obtain the target compound 37 as white solid (80 mg, 38%).

후처리

  1. temperaturethe mixture was cooled to 0□
  2. additionwas added
  3. filtrationthe formed solid was filtered
  4. dissolutionThe resulting solid was dissolved in methanol
  5. concentrationconcentrated
  6. additionAfter adding
  7. dissolutiondissolving in water
  8. extractionextracted with dichloromethane
  9. dry with materialThe combined organic layer was dried over anhydrous sodium sulfate (Na2SO4)
  10. filtrationfiltered
  11. customevaporated under reduced pressure
  12. customThe residue was recrystallized from dichloromethane and n-hexane

출처 및 근거

ORD 기록
ord-48ae492144984752a5622ce03ed0a169
출처 데이터셋
uspto-grants-2013_03
특허 번호
US08394792B2

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